Quiz 5 Sem 2 2008-set B

SK027 Topical Test 2 (Set B) Session 2008/2009

Perak Matriculation College Chemistry Unit Session 2008/2009 Semester 2 Quiz 5 (40 minutes)

20 25

NAME

: ________________________________________________

MATRIC. NUMBER

: ________________________________________________

CLASS

: ________________________________________________

NAME OF TUTOR

: _____________________________________________

ANSWER ALL QUESTIONS. 1. Write the structural formula of the following organic compound. 2,3,5,6-tetramethylbenzaldehyde

(ii) Give the IUPAC names of the following compounds. a) Cl CH3 CH(CH3)2 c)

Chemistry Unit KMPk 2008/09

1

SK027 Topical Test 2 (Set B) Session 2008/2009

CH2CHCH=CH2 F ___________________________ (3 marks) 2. Complete the following reaction scheme:

O CH3C

CH3 Cl

H2SO4 ,

AlCl3

HNO3 ,

Br2 , FeBr3

CH3Cl , AlCl3

(4 marks)

Chemistry Unit KMPk 2008/09

2

SK027 Topical Test 2 (Set B) Session 2008/2009

3. By giving suitable chemical equation(s), show how (a) 3-bromonitrobenzene can be synthesized from benzene

(b) benzoic acid can be synthesized from benzene

( 6 marks)

Chemistry Unit KMPk 2008/09

3

SK027 Topical Test 2 (Set B) Session 2008/2009

4. By giving suitable chemical reactions, explain how the following pair of compounds can be differentiated in the laboratory. CH3

CH3 from

[4 marks]

5. Which compound between benzoic acid and methylbenzene, will have higher rate of nitration when reacted with HNO3/H2SO4 at 55oC? Explain. [3 marks]

~ END OF QUESTION PAPER~

Set B Chemistry Unit KMPk 2008/09

4

SK027 Topical Test 2 (Set B) Session 2008/2009

No

sec

1.

(i)

Answer CH3CH2CH2CH2CH2CH2CH3

a)

Marks CH3

b)

CH3

CH2

H C=O 1+1 CH3

CH3

(ii) a) 4-chloro-2-isopropyltoluene

1

b) 4-bromo-3-nitrotoluene @ 1-bromo-4-methyl-2-nitrobenzene

1

c) 3-fluoro-4-phenyl-1-butene

1

CH3

2.

C

O

CH3

or CH3 O C

O CH3

CH3

Chemistry Unit KMPk 2008/09

CH3C

Cl

H2SO4 , HNO3 ,

Br2 , FeBr3

CH3Cl ,

Br

CH3

CH3

AlCl3

CH3 or

Br

CH3

NO2

or NO2

AlCl3 CH3

CH3 CH3

or CH3

5

1+1+1 +1

SK027 Topical Test 2 (Set B) Session 2008/2009

3.

(a)

NO2

H2SO4 ,

Cl2

HNO3 ,

1+1

AlCl3

Cl CH2CH3

(b)

Br2

CH3CH3

4.

NO2

1+1

CH3CH2Br

uv

AlBr3

OXIDATION TEST CH3

KMnO4 ,H+

COOH

+

MnO2

1

(brown precipitate)

Observation : Purple colour of KMnO4 decolourised & form brown precipitate (MnO2)

CH3

KMnO4 ,H+

no reaction

1

1

Observation : Purple colour of KMnO4 remained unchanged 1

5

COOH

COOH + HNO3

H2SO4

NO2

Chemistry Unit KMPk 2008/09

6

SK027 Topical Test 2 (Set B) Session 2008/2009

- COOH is meta director & deactivating group 1

CH3

CH3

CH3 + HNO3

H2SO4

NO2

+ NO2

-

CH3 is ortho-para director and activating group. 1

Therefore: CH3

COOH

react faster with HNO3 / H2SO4 @ 25oC compare to

- CH3 is activating group that is electron donating group which stabilizes the sigma complexes to the ortho and para-directing.

TOTAL

Chemistry Unit KMPk 2008/09

7

1

20